Fun and Intentional First Date Questions to Ask on Your Date

23 Questions to Ask on a First Date. Funny, Romantic, AND Spicy First Date Questions.

📷: @stevie_jadee

Congratulations on taking the first step to dating, planning a first date. Your effort is commendable. Dating takes intention and you’re ready to cultivate a connection. Now it’s time for the next part, attending the date. First dates are naturally pressurized. Rather, it’s butterflies, nerves, or a dose of anxiety. First dates make us antsy in anticipation.

Before going on a first date, it’s wise to do some pre-date preparation. There’s an abundance of tools we can use to calm our nerves and prepare us for socialization. We are manifesting, positive affirmations, journaling, and speaking to a friend. But what will help us when we’re face to face with our date? First date questions to keep in our back pocket.

Awkward silences are typical and necessary on first dates. But that doesn’t mean we want to stay in them for long. First dates are about meeting someone new with no strings attached. Or if we previously knew this person, the first date is for getting to know them outside of our social circle. We want to understand who this person is, and, if we like the person they are. The key is balancing getting the details and seeing their personality. 

First date questions should encourage diverse topics that are open, fun, intentional, and, if the vibes are right, spicy. To add to your first date prep, we’ve pulled together a list of first date questions to ask on your next date. Spark a new conversation or add a little cheekiness to the mix. Show your date you want to know them, just be sure you let them ask the questions too. 

Open/Vulnerable First Date Questions

1. How often do you make plans with friends?

2. Are you close to your family?

3. Do you meditate or journal?

4. Is there a person or couple you look up to for relationship inspo?

5. What’s your go-to mental health tool?

6. Do you have a topic you can’t stop talking about?

Fun First Date Questions

1. Where was the last place you traveled to?

2. Do you have a favorite travel buddy?

3. Are you a city or nature person?

4. What’s your last adult purchase?

5. At home cooking or take out?

6. Do you have any random hobbies?

Intentional First Date Questions

1. What kind of relationship are you looking for?

2. Have you found a work-life balance?

3. Are you more of a texter or call/FaceTime person?

4. Do you see yourself moving or is this your place?

5. Are you a planner or more go-with-the-flow?

6. Do you prefer a slow-burn or fast-paced relationship?

Spicy First Date Questions

1. How has your dating life been treating you?

2. What’s your favorite dating memory?

3. Are you a PDA person?

4. Do you have any funny dating stories?

5. What do you do when you’re alone?

Remember, these first date questions are designed to spark a new topic and lead you toward a more detailed conversation. We don’t want to play the 20-question game. Dates reveal a lot of what we want to know in the natural flow of conversation. It’s also an indicator of compatibility if the conversation takes its own path without overthinking the next question. The most important thing to note is if you feel comfortable or relaxed as your true self around them.  

Listen and learn. Dating is a great way to learn about different backgrounds and cultures. Enjoy the chats!